JP7868949B2 - 環状デプシペプチドを合成する方法 - Google Patents

環状デプシペプチドを合成する方法

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Publication number
JP7868949B2
JP7868949B2 JP2020524568A JP2020524568A JP7868949B2 JP 7868949 B2 JP7868949 B2 JP 7868949B2 JP 2020524568 A JP2020524568 A JP 2020524568A JP 2020524568 A JP2020524568 A JP 2020524568A JP 7868949 B2 JP7868949 B2 JP 7868949B2
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JP
Japan
Prior art keywords
alkyl
group
precursor
deprotected
carboxylic acid
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
JP2020524568A
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English (en)
Japanese (ja)
Other versions
JP2021501769A (ja
Inventor
ディルク・ハイムバッハ
智 大村
敏明 砂塚
友靖 廣瀬
吉彦 野口
ヨハンネス・ケベルリング
ジジエ・ウ
シュイビアオ・フ
ウェイ・ウ
ジンフェン・チウ
リウ・ヘ
シュドン・ウェイ
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Kitasato University
Original Assignee
Kitasato University
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from EP17200415.2A external-priority patent/EP3480195A1/en
Application filed by Kitasato University filed Critical Kitasato University
Publication of JP2021501769A publication Critical patent/JP2021501769A/ja
Priority to JP2023189261A priority Critical patent/JP2024009021A/ja
Application granted granted Critical
Publication of JP7868949B2 publication Critical patent/JP7868949B2/ja
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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides
    • A61K38/04—Peptides having up to 20 amino acids in a fully defined sequence; Derivatives thereof
    • A61K38/15—Depsipeptides; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
    • A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00—Antiparasitic agents
    • A61P33/10—Anthelmintics
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B51/00—Introduction of protecting groups or activating groups, not provided for in the preceding groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/12—Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C269/00—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C269/06—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups by reactions not involving the formation of carbamate groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06—Esters of carbamic acids
    • C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C271/22—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C273/00—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C273/00—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C273/02—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of urea, its salts, complexes or addition compounds
    • C07C273/08—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of urea, its salts, complexes or addition compounds from ammoniacal liquor
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D273/00—Heterocyclic compounds containing rings having nitrogen and oxygen atoms as the only ring hetero atoms, not provided for by groups C07D261/00 - C07D271/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/14—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D295/155—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D309/04—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D309/06—Radicals substituted by oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D325/00—Heterocyclic compounds containing rings having oxygen as the only ring hetero atom according to more than one of groups C07D303/00 - C07D323/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
    • C07K1/06—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using protecting groups or activating agents
    • C07K1/061—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using protecting groups or activating agents using protecting groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K11/00—Depsipeptides having up to 20 amino acids in a fully defined sequence; Derivatives thereof
    • C07K11/02—Depsipeptides having up to 20 amino acids in a fully defined sequence; Derivatives thereof cyclic, e.g. valinomycins ; Derivatives thereof
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Engineering & Computer Science (AREA)
  • Epidemiology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Molecular Biology (AREA)
  • Genetics & Genomics (AREA)
  • Biophysics (AREA)
  • Biochemistry (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Immunology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Analytical Chemistry (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Dentistry (AREA)
  • Plant Pathology (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Peptides Or Proteins (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
JP2020524568A 2017-11-07 2018-11-06 環状デプシペプチドを合成する方法 Active JP7868949B2 (ja)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2023189261A JP2024009021A (ja) 2017-11-07 2023-11-06 環状デプシペプチドを合成する方法

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
EP17200415.2A EP3480195A1 (en) 2017-11-07 2017-11-07 Method for the synthesis of cyclic depsipeptides
EP17200415.2 2017-11-07
CN201811254536.0 2018-10-25
CN201811254536 2018-10-25
PCT/EP2018/080333 WO2019091975A1 (en) 2017-11-07 2018-11-06 Method for the synthesis of cyclic depsipeptides

Related Child Applications (1)

Application Number Title Priority Date Filing Date
JP2023189261A Division JP2024009021A (ja) 2017-11-07 2023-11-06 環状デプシペプチドを合成する方法

Publications (2)

Publication Number Publication Date
JP2021501769A JP2021501769A (ja) 2021-01-21
JP7868949B2 true JP7868949B2 (ja) 2026-06-02

Family

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JP2020524568A Active JP7868949B2 (ja) 2017-11-07 2018-11-06 環状デプシペプチドを合成する方法
JP2023189261A Pending JP2024009021A (ja) 2017-11-07 2023-11-06 環状デプシペプチドを合成する方法

Family Applications After (1)

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Country Status (20)

Country Link
US (2) US12122759B2 (da)
EP (1) EP3676265B1 (da)
JP (2) JP7868949B2 (da)
KR (1) KR102795744B1 (da)
CN (1) CN111757880A (da)
AU (1) AU2018363696B2 (da)
CA (1) CA3081673A1 (da)
CL (1) CL2020001182A1 (da)
DK (1) DK3676265T3 (da)
ES (1) ES3044759T3 (da)
IL (1) IL274283B2 (da)
MX (1) MX2020004702A (da)
MY (1) MY203299A (da)
PH (1) PH12020550538A1 (da)
PL (1) PL3676265T3 (da)
SG (1) SG11202003272UA (da)
TW (1) TWI816708B (da)
UA (1) UA130481C2 (da)
UY (1) UY37965A (da)
WO (1) WO2019091975A1 (da)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP7260725B1 (ja) * 2021-12-27 2023-04-18 株式会社トクヤマ ペプチド製造方法、保護基の除去方法、及び除去剤
EP4538282A1 (en) 2023-10-13 2025-04-16 Vetoquinol SA Synthesis of emodepside
WO2025202940A2 (en) * 2024-03-27 2025-10-02 Animol Discovery, Inc. Antiparasitic cyclic depsipeptides
CN119264419B (zh) * 2024-11-25 2025-10-14 华东理工大学 一种侧基含官能化二苯胺基团的聚类肽及其制备方法

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013187480A1 (ja) 2012-06-13 2013-12-19 Meiji Seikaファルマ株式会社 新規環状デプシペプチド誘導体およびそれを含んでなる有害生物防除剤
WO2015093558A1 (ja) 2013-12-18 2015-06-25 Meiji Seikaファルマ株式会社 環状デプシペプチド誘導体およびそれを含んでなる有害生物防除剤
WO2016187534A1 (en) 2015-05-20 2016-11-24 Merial, Inc. Anthelmintic depsipeptide compounds

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DK0634408T3 (da) * 1992-03-17 2002-04-22 Fujisawa Pharmaceutical Co Depsipeptidderivater, fremstilling og anvendelse deraf
JPH05320148A (ja) * 1992-05-22 1993-12-03 Meiji Seika Kaisha Ltd 環状デプシペプチドpf1022物質の合成法
RU95105161A (ru) * 1992-06-11 1996-12-27 Байер АГ (DE) Производные циклического депсипептида с 18 кольцевыми атомами, их оптические изомеры и рацематы, их применение в качестве средства для борьбы с эндопаразитами и эндопаразитицидное средство
CN1073560C (zh) * 1993-02-19 2001-10-24 明治制果株式会社 环缩酚酸肽pf1022衍生物
DE4317432A1 (de) 1993-05-26 1994-12-01 Bayer Ag Octacyclodepsipeptide mit endoparasitizider Wirkung
DE4317457A1 (de) 1993-05-26 1994-12-01 Bayer Ag Octacyclodepsipeptide mit endoparasitizider Wirkung
DE4342907A1 (de) * 1993-12-16 1995-06-22 Bayer Ag Neue cyclische Depsipeptide mit 18 Ringatomen und ihre Verwendung zur Bekämpfung von Endoparasiten
DE69634961T2 (de) * 1995-09-22 2006-04-20 Bayer Ag Neue zyklische depsipeptid pf1022 derivate
JP2000044493A (ja) 1998-07-27 2000-02-15 Asahi Chem Ind Co Ltd 化合物ライブラリー合成用保護基
DE10358525A1 (de) 2003-12-13 2005-07-07 Bayer Healthcare Ag Endoparasitizide Mittel zur topischen Applikation
DE102004055316A1 (de) 2004-11-16 2006-05-18 Bayer Healthcare Ag Verhinderung vertikaler Endoparasiten-Infektionen
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AU2007242276A1 (en) 2006-03-24 2007-11-01 Jitsubo Co., Ltd. Reagent for organic synthesis and method of organic synthesis reaction with the reagent
JP2017031060A (ja) * 2014-05-29 2017-02-09 Meiji Seikaファルマ株式会社 環状デプシペプチド誘導体およびそれを含んでなる有害生物防除剤
EP3397638B1 (en) 2015-12-28 2023-08-23 Boehringer Ingelheim Animal Health USA Inc. Anthelmintic depsipeptide compounds
CN205510398U (zh) * 2016-03-31 2016-08-24 乐视控股(北京)有限公司 跑步机
BR112019009977A2 (pt) * 2016-11-16 2019-08-27 Boehringer Ingelheim Animal Health Usa Inc compostos depsipeptídicos anti-helmínticos
GB201713633D0 (en) * 2017-08-24 2017-10-11 Walshe Nigel Methods for production of emodepside from pf 1022a derivatives

Patent Citations (3)

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Publication number Priority date Publication date Assignee Title
WO2013187480A1 (ja) 2012-06-13 2013-12-19 Meiji Seikaファルマ株式会社 新規環状デプシペプチド誘導体およびそれを含んでなる有害生物防除剤
WO2015093558A1 (ja) 2013-12-18 2015-06-25 Meiji Seikaファルマ株式会社 環状デプシペプチド誘導体およびそれを含んでなる有害生物防除剤
WO2016187534A1 (en) 2015-05-20 2016-11-24 Merial, Inc. Anthelmintic depsipeptide compounds

Also Published As

Publication number Publication date
JP2021501769A (ja) 2021-01-21
CL2020001182A1 (es) 2021-02-12
SG11202003272UA (en) 2020-05-28
US12122759B2 (en) 2024-10-22
PL3676265T3 (pl) 2025-12-15
JP2024009021A (ja) 2024-01-19
MY203299A (en) 2024-06-21
UA130481C2 (uk) 2026-03-04
EP3676265B1 (en) 2025-08-20
IL274283B1 (en) 2024-11-01
US20250019360A1 (en) 2025-01-16
ES3044759T3 (en) 2025-11-27
TWI816708B (zh) 2023-10-01
AU2018363696B2 (en) 2023-09-14
UY37965A (es) 2019-05-31
MX2020004702A (es) 2020-11-06
PH12020550538A1 (en) 2021-03-22
BR112020008933A2 (pt) 2020-10-20
WO2019091975A1 (en) 2019-05-16
CN111757880A (zh) 2020-10-09
TW201932011A (zh) 2019-08-16
AU2018363696A1 (en) 2020-04-23
KR102795744B1 (ko) 2025-04-11
CA3081673A1 (en) 2019-05-16
KR20200119230A (ko) 2020-10-19
EP3676265A1 (en) 2020-07-08
US20210130315A1 (en) 2021-05-06
IL274283B2 (en) 2025-03-01
DK3676265T3 (da) 2025-09-29
IL274283A (en) 2020-06-30

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